Methanimidamide, N,N'-bis(3,5-dichlorophenyl)-

Base Information

• Chemical Name: Methanimidamide, N,N'-bis(3,5-dichlorophenyl)-
• CAS No.: 55346-82-2
• Molecular Formula: C13H8Cl4N2
• Molecular Weight: 334.032
• DSSTox Substance ID: DTXSID30384441
• Nikkaji Number: J1.096.832A
• Mol file: 55346-82-2.mol

Synonyms:Methanimidamide, N,N'-bis(3,5-dichlorophenyl)-;N,N'-bis(3,5-dichlorophenyl)methanimidamide;55346-82-2;N,N'-Bis(3,5-dichlorophenyl)formamidine;N,N'-Bis[3,5-dichlorophenyl]formamidine;SCHEMBL11645577;DTXSID30384441;PYNWASBQTXFRAI-UHFFFAOYSA-N;CCG-242672

Chemical Property of Methanimidamide, N,N'-bis(3,5-dichlorophenyl)-

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 333.941209
• Heavy Atom Count: 19
• Complexity: 293

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Cl)Cl)NC=NC2=CC(=CC(=C2)Cl)Cl

Technology Process of Methanimidamide, N,N'-bis(3,5-dichlorophenyl)-

There total 1 articles about Methanimidamide, N,N'-bis(3,5-dichlorophenyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.4%

orthoformic acid triethyl ester (122-51-0) + 3,5-Dichloroaniline (626-43-7) → N,N’-bis(3,5-dichlorophenyl)formamidine (55346-82-2)

Guidance literature:

at 140 ℃; for 12h; Reflux;

DOI:10.1021/jacs.6b13357

Reference yield: 89.1%

chromium dichloride + N,N’-bis(3,5-dichlorophenyl)formamidine (55346-82-2) + methyllithium (917-54-4) → Cr2((Cl2C6H3N)2CH)4

Guidance literature:

In tetrahydrofuran; byproducts: CH4, LiCl; (Ar); cooling (0°C), stirring (room temp., overnight), solvent removal (vac.); dissolving (toluene), pptn. on toluene/hexane addn., washing (hexane), solvent removal;

DOI:10.1016/S0277-5387(98)00362-3

Reference yield: 86.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + tetraacetatodiruthenium chloride + N,N’-bis(3,5-dichlorophenyl)formamidine (55346-82-2) + water (7732-18-5) → tris(N,N'-bis(3,5-dichlorophenyl)formamidinate)(acetate)chlorodiruthenium(II,III) + cis-Ru2(N,N'-bis(3,5-dichlorophenyl)formamidinate)2(acetate)2Cl(H2O)*0.5THF

Guidance literature:

With LiCl; In tetrahydrofuran; mixt. of Ru complex, ligand (1.1 equiv.), LiCl (excess) and THF gently refluxed for 1 h; ligand (1.1 equiv.) added; refluxed under N2 overnight;cooled to room temp.; filtered through silica gel pad; filtrate sepd. by column chromy. (silica, THF-hexanes 1:9 to 1:1); elem. anal.;

DOI:10.1021/ic0608389

upstream raw materials:

orthoformic acid triethyl ester

3,5-Dichloroaniline